Dog Sitting Crestwood
Book a Crestwood dog sitter to watch your dog in your sitter’s home or yours.
Over 133 pet parents in Crestwood have booked dog sitting
Crestwood, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“What an amazing experience! My cats are my babies, they were well cared for, played with, cuddled and brushed while I was away for two weeks. Will definitely use her again!”
“Alycia was so great with our pups and our my mind at ease for their care. She provided timely and detailed updates on her visits, and everything I asked of her was done perfectly. Can't wait to hire her again, our pups loved her!”
“Gabbie is great! My pup is pretty shy and going through some health concerns. Gabbie was attentive to what my dog needs, has been consistently on-time and has built up trust with her in the span of a week. Sadie seems really excited when Gabbie comes by and seems to enjoy their mid-day play sessions!”
“Lauryn has been great to work with and she shows a genuine love for my sons Mini Ausie Shepherd. We will continue to utilized Lauryn through March. I very highly recommend her”
“Katie looked after my 3 cats for drop in visits and was excellent! She was able to do medicine for the little one and everyone was happy when I got home.”
“Katie was amazing. My kitkats felt comfortable enough to come out and interact with her, including the newest and shyest kitties. She also helped keep their days enriched by reorganizing their toys and changing their cat tv. Thank you Katie!”
About: I have been taking care of dogs my whole life. My sweet Charlie passed in 2024 and to fill the void, I am now taking care of other people's pets. I am able to administer meds or whatever is needed. I work from home, so I am very flexible in my schedule. I can go to your house for boarding, or your pets can stay here. I love having toys around for the pups to play with. Very pet friendly environment. I do not have any other pets in my home. I only have one booking at a time. I want to make sure to give your fur babies all the love they deserve. Its only me at my home. My son is in college.
“Hayle was gracious enough to take my almost last minute 3 day booking when my friend (who usually checks in on my boy) wound up having to go out of town for the second half of my trip. We had enough time for a quick meet n greet and got things squared away before I left. I feel like I didn't give enough info about my boy and probably forgot things for her when she came here. In spite of that, she did a fantastic job and my boy was taken care of while I was gone. Thanks so much!”
About: Pet Care Experience Description: I’ve been around dogs since I was young, but last year I adopted my son, Chino, and it’s been an incredible experience caring for him. I absolutely love being part of his life and taking care of him, whether it’s going on adventures or simply spending time together. While I always bring Chino along, there are times when I need extra help with his care. As a passionate dog lover, I understand that you may need someone trustworthy to look after your furry friend while you’re away, or just to give them some quality time while you run errands. I’d love to offer your dog a safe and fun place to stay, ensuring they feel loved and cared for just like my own. How Pet Care Fits Into My Routine: I have a flexible job that allows me to easily adjust my schedule. Once I know the dates and duration for caring for your dog, I can plan my work around it. This means I can be fully present with your furry friend, giving them all the attention, love, and care they deserve while you’re away. Whether it’s a few hours or a few days, I can ensure that your dog has a safe, comfortable, and fun experience with me! I believe every pawrents has their own unique routine and structure for caring for their dog, and I always respect that. When taking care of your pet, I’ll follow your guidelines first and foremost, ensuring I stick to what your dog is used to. If you’re flexible or haven’t set specific routines, I will care for them as I do for my own dog, Chino. I make sure he has plenty of playtime, exercise, and love, and I will do the same for your dog—keeping them engaged, happy, and well-cared for throughout their stay. Whether in my home or yours, I’ll create a safe, fun, and loving environment tailored to your pet’s needs.
“Ryan is a breath of fresh air after having several poor pet sitter experiences. We are very thankful to have found her, as we are completely at ease during our trips out of town. She is thoughtful, prompt, and thorough. We love her and so do Bonnie and Panda!”
About: Empathetic and caring towards pets. My first pet was a fish, named Cogi. Since then I've had a gerbil, dog (bichon frise) named Casso, and now have two cats (littermates - part maine coon - Sage & Chowder). I have enjoyed times when I volunteered with child care and senior care facilities in the past as well. Always enjoy spending time with and connecting with pets. Rarely if ever meet any pet I have difficulty connecting with. I'm currently self employed, studying for MO real estate exam & license, and often engaged in other opportunities on the side as well. However, despite my busy schedule at times, I am quite proficient at juggling tasks, maintaining physical & mental health, eating healthy, exercising when possible, and still prioritizing pet care in the midst of it all! I can bring toys, treats, food, litter or anything needed, but am not currently boarding pets at my residence. I will do everything I can to make your pet(s) feel comfortable, clean up after myself and any pet(s), and keep you informed of anything out of the normal.
“Allison did a fantastic job taking care of my Cat when I was called away for a last minute trip. I was very nervous since this was my first time using a sitter but Allison made us very comfortable while we were away. Highly recommend her for any pets that need some love while your away”
“She is always professional and helpful. During her last drop in my dog had gotten into the trash and she cleaned up after him. I trust her completely and she even has her own key to my place. Dixon loves her so much and is always happy to see her.”
The median cost per visit for dog sitting in Crestwood is $20
Dog parents share their Rover experiences - Crestwood
Sarah made a series of drop-in visits during a particularly busy week at work. She was on-time, communicative, and sent thorough report cards with photos at each visit. It was my first Rover experience and she made me feel very comfortable. I will definitely be booking again!
Kelly did an amazing job! Our pups were completely comfortable with her and received wonderful care. She provided updates for every single visit, and the pups looked incredibly happy in all of her photos. Even with our last-minute request, she jumped right in and reassured us that they would be well looked after. Thank you so much!
This was my first time using Rover to have someone check on my dogs. I was a bit nervous of how it would go since my dogs get scared easily of new people, but Karen was very patient and attentive with them and overall did a fantastic job! She provided updates during each of the check ins and bonded with the dogs as the days went by. I would 100% recommend Karen as a dog sitter and if I need someone to watch my dogs again using Rover, Karen would be my first choice!
Anne was absolutely wonderful with our four month old puppy. He loves meeting new people, but is still very energetic (and teething). She was very patient with him and added in lots of playtime to tire him out. We will be highly recommending her to friends and family in the area!
Emily was so trustworthy and kind!! She took such great care of our two dogs on short notice, making sure to give them plenty of love, walks, playtime, and following our complicated pill and feeding routine. We have never felt so comfortable leaving town and will definitely ask for her help again in the future!
E was fantastic in taking care of my high maintenance pup! She was friendly, communicative, punctual, diligent, and followed the exact care instructions provided. My dog is a high flight risk and my booking was somewhat last minute, but none of that was an issue and she was professional throughout. I will definitely be booking her next time I need a drop-in or pet sitter!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Crestwood
Select a filter and find qualifying sitters offering dog sitting.Sitters in Crestwood average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Crestwood
Frequently asked questions about Rover
The average cost for Dog Sitting in Crestwood on Rover is $24.42 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .
As of September 2026, there are 2,651 sitters on Rover offering Dog Sitting across Crestwood. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Crestwood stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Crestwood choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Crestwood with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Crestwood. On Rover:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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